FAIRMol

Z29484725

ID 695

DB SELECTIONThis detail page is pinned to the current database context.
Back to results Open docking pose (3)
2D structure

SMILES: Cc1ccc(C)c(S(=O)(=O)N2CCN(C(=O)Cc3ccc(S(=O)(=O)N4CCOCC4)s3)CC2)c1

Formula: C22H29N3O6S3 | MW: 527.6900000000003

LogP: 1.4614400000000003 | TPSA: 104.30000000000001

HBA/HBD: 7/- | RotB: 6

InChIKey: YSQHZEBDGAQEKU-UHFFFAOYSA-N

Recognized patterns

Click a named motif to highlight it in the 2D depiction or launch reverse search.
Highlighted: 1 pattern Ether Clear highlight

Bio motif

Sulfonamide bioisostere ×2 N-Methyl amide ×2 H-bond acceptor N ×3 H-bond acceptor O ×6 Gatekeeper aromatic β-Turn mimetic ×2 Metal chelator P-gp efflux flag

Functional group

Carbonyl Amide Tertiary amine Lactam Sulfonamide ×2 Ether

Ring system

Benzene Thiophene

Properties

NameValueUnit
DOCK_BASE_INTER_RANK-0.770379-
DOCK_BASE_INTER_RANK-0.775539-
DOCK_BASE_INTER_RANK-0.733884-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_BOND_LENGTH_OUTLIERS0.000000-
DOCK_CLASH_COUNT11.000000-
DOCK_CLASH_COUNT10.000000-
DOCK_CLASH_COUNT9.000000-
DOCK_CONTACT_COUNT18.000000-
DOCK_CONTACT_COUNT19.000000-
DOCK_CONTACT_COUNT17.000000-
DOCK_EXPERIMENTT02-
DOCK_EXPERIMENTT09-
DOCK_EXPERIMENTT21-
DOCK_EXPERIMENT_ID2-
DOCK_EXPERIMENT_ID9-
DOCK_EXPERIMENT_ID21-
DOCK_FINAL_RANK0.676126-
DOCK_FINAL_RANK0.907232-
DOCK_FINAL_RANK3.201542-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOMETRY_ALERTwarning-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_GEOM_OK0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_HARD_GEOMETRY_FAIL0-
DOCK_IFP::A:ALA101-
DOCK_IFP::A:ARG1371-
DOCK_IFP::A:ARG1411-
DOCK_IFP::A:ARG291-
DOCK_IFP::A:ASN1031-
DOCK_IFP::A:ASN651-
DOCK_IFP::A:ASP221-
DOCK_IFP::A:GLU311-
DOCK_IFP::A:GLY211-
DOCK_IFP::A:HIS1021-
DOCK_IFP::A:HIS1381-
DOCK_IFP::A:ILE611-
DOCK_IFP::A:LEU231-
DOCK_IFP::A:LEU281-
DOCK_IFP::A:LEU681-
DOCK_IFP::A:MET981-
DOCK_IFP::A:NAP2011-
DOCK_IFP::A:NDP3011-
DOCK_IFP::A:PHE321-
DOCK_IFP::A:PHE351-
DOCK_IFP::A:PRO271-
DOCK_IFP::A:PRO621-
DOCK_IFP::A:SER601-
DOCK_IFP::A:THR571-
DOCK_IFP::A:TRP251-
DOCK_IFP::A:TYR941-
DOCK_IFP::B:ALA321-
DOCK_IFP::B:ARG1131-
DOCK_IFP::B:ARG481-
DOCK_IFP::B:ASP101-
DOCK_IFP::B:ASP521-
DOCK_IFP::B:CYS691-
DOCK_IFP::B:GLY701-
DOCK_IFP::B:GLY721-
DOCK_IFP::B:GLY741-
DOCK_IFP::B:HIS111-
DOCK_IFP::B:ILE451-
DOCK_IFP::B:LEU941-
DOCK_IFP::B:MET531-
DOCK_IFP::B:PHE561-
DOCK_IFP::B:PRO121-
DOCK_IFP::B:PRO881-
DOCK_IFP::B:SER441-
DOCK_IFP::B:SER711-
DOCK_IFP::B:SER861-
DOCK_IFP::B:THR1801-
DOCK_IFP::B:THR831-
DOCK_IFP::B:TRP471-
DOCK_IFP::B:TYR1621-
DOCK_IFP::B:TYR461-
DOCK_IFP::B:VAL1561-
DOCK_IFP::B:VAL311-
DOCK_IFP::B:VAL491-
DOCK_IFP::B:VAL871-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_IMPORT_SCOPEbest_by_name-
DOCK_MAX_CLASH_OVERLAP0.617787-
DOCK_MAX_CLASH_OVERLAP0.617733-
DOCK_MAX_CLASH_OVERLAP0.617742-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_POSE_COUNT1-
DOCK_PRE_RANK0.644596-
DOCK_PRE_RANK0.875350-
DOCK_PRE_RANK3.159554-
DOCK_PRIMARY_POSE_ID1228-
DOCK_PRIMARY_POSE_ID5931-
DOCK_PRIMARY_POSE_ID14096-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_RANKING_MODEinter_strain_penalized-
DOCK_REPORT_IDselection_import_t02-
DOCK_REPORT_IDselection_import_t09-
DOCK_REPORT_IDselection_import_t21-
DOCK_RESIDUE_CONTACTSA:ALA10;A:ARG29;A:ASN65;A:ASP22;A:GLU31;A:GLY21;A:ILE61;A:LEU23;A:LEU28;A:LEU68;A:NAP201;A:PHE32;A:PHE35;A:PRO27;A:PRO62;A:SER60;A:THR57;A:TRP25-
DOCK_RESIDUE_CONTACTSA:NDP301;B:ALA32;B:ARG48;B:ASP52;B:ILE45;B:LEU94;B:MET53;B:PHE56;B:PRO88;B:SER44;B:SER86;B:THR180;B:THR83;B:TRP47;B:TYR162;B:VAL156;B:VAL31;B:VAL49;B:VAL87-
DOCK_RESIDUE_CONTACTSA:ARG137;A:ARG141;A:ASN103;A:HIS102;A:HIS138;A:MET98;A:TYR94;B:ARG113;B:ASP10;B:CYS69;B:GLY70;B:GLY72;B:GLY74;B:HIS11;B:PRO12;B:SER71;B:TYR46-
DOCK_SCAFFOLDO=C(Cc1ccc(S(=O)(=O)N2CCOCC2)s1)N1CCN(S(=O)(=O)c2ccccc2)CC1-
DOCK_SCAFFOLDO=C(Cc1ccc(S(=O)(=O)N2CCOCC2)s1)N1CCN(S(=O)(=O)c2ccccc2)CC1-
DOCK_SCAFFOLDO=C(Cc1ccc(S(=O)(=O)N2CCOCC2)s1)N1CCN(S(=O)(=O)c2ccccc2)CC1-
DOCK_SCORE-24.753600-
DOCK_SCORE-25.347700-
DOCK_SCORE-23.094800-
DOCK_SCORE_INTER-26.192900-
DOCK_SCORE_INTER-26.368300-
DOCK_SCORE_INTER-24.952000-
DOCK_SCORE_INTER_KCAL-6.256069-
DOCK_SCORE_INTER_KCAL-6.297963-
DOCK_SCORE_INTER_KCAL-5.959685-
DOCK_SCORE_INTER_NORM-0.770379-
DOCK_SCORE_INTER_NORM-0.775539-
DOCK_SCORE_INTER_NORM-0.733884-
DOCK_SCORE_INTRA1.439290-
DOCK_SCORE_INTRA1.020650-
DOCK_SCORE_INTRA1.857270-
DOCK_SCORE_INTRA_KCAL0.343769-
DOCK_SCORE_INTRA_KCAL0.243778-
DOCK_SCORE_INTRA_KCAL0.443602-
DOCK_SCORE_INTRA_NORM0.042332-
DOCK_SCORE_INTRA_NORM0.030019-
DOCK_SCORE_INTRA_NORM0.054626-
DOCK_SCORE_KCAL-5.912298-
DOCK_SCORE_KCAL-6.054197-
DOCK_SCORE_KCAL-5.516101-
DOCK_SCORE_NORM-0.728047-
DOCK_SCORE_NORM-0.745520-
DOCK_SCORE_NORM-0.679258-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_RESTR_NORM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SCORE_SYSTEM_NORM0.000000-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SELECTION_EXCLUDED0-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SEVERE_CLASH_COUNT0.000000-
DOCK_SOURCE_FILET02_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET09_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FILET21_top5_kcal_zscore_compound_names.sdf-
DOCK_SOURCE_FORMULAC22H29N3O6S3-
DOCK_SOURCE_FORMULAC22H29N3O6S3-
DOCK_SOURCE_FORMULAC22H29N3O6S3-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBA7.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HBD0.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_HEAVY_ATOMS34.000000-
DOCK_SOURCE_LOGP1.461440-
DOCK_SOURCE_LOGP1.461440-
DOCK_SOURCE_LOGP1.461440-
DOCK_SOURCE_MW527.690000-
DOCK_SOURCE_MW527.690000-
DOCK_SOURCE_MW527.690000-
DOCK_SOURCE_NAMEZ29484725-
DOCK_SOURCE_NAMEZ29484725-
DOCK_SOURCE_NAMEZ29484725-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_RINGS4.000000-
DOCK_SOURCE_TPSA104.300000-
DOCK_SOURCE_TPSA104.300000-
DOCK_SOURCE_TPSA104.300000-
DOCK_STRAIN_DELTA24.547140-
DOCK_STRAIN_DELTA24.772054-
DOCK_STRAIN_DELTA30.664213-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK1-
DOCK_STRAIN_OK0-
DOCK_TARGETT02-
DOCK_TARGETT09-
DOCK_TARGETT21-
EXACT_MASS527.121848648Da
FORMULAC22H29N3O6S3-
HBA7-
HBD0-
LOGP1.4614400000000003-
MOL_WEIGHT527.6900000000003g/mol
QED_SCORE0.5635081803495074-
ROTATABLE_BONDS6-
TPSA104.30000000000001A^2

Docking across targets

This compound is global in the current database. Below you can review all docking experiments and targets that contain imported poses for it, which is the basis for reverse docking analysis.

Open primary docking pose Docking experiments Reverse docking explorer Protein structures Docking IFP projection
TargetExperimentReportPosesBest rankBest scoreNative overlapNative recallRMSD
T02 T02 selection_import_t02 1
native pose available
 0.6761261280243801 -24.7536 14 0.67 - Best pose
T09 T09 selection_import_t09 1
native pose available
 0.9072321613567527 -25.3477 15 0.71 - Best pose
T21 T21 selection_import_t21 1
native pose available
 3.201542177437042 -23.0948 13 0.93 - Best pose
T02 — T02 1 poses · report selection_import_t02
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
550 0.6761261280243801 -0.770379 -24.7536 1 18 14 0.67 0.00 0.00 0.00 - no geometry warning; 11 clashes; 1 protein contact clash; moderate strain Δ 24.5 Open pose
T09 — T09 1 poses · report selection_import_t09
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
513 0.9072321613567527 -0.775539 -25.3477 2 19 15 0.71 0.00 0.00 0.00 - no geometry warning; 10 clashes; 3 protein contact clashes; moderate strain Δ 24.8 Open pose
T21 — T21 1 poses · report selection_import_t21
Native comparison is calculated against the uploaded native ligand for the same experiment/target whenever it is available.
PoseFinal rankInter normScoreHBContactsNative overlapNative recallHB strictHB roleHB residueRMSDExcludedNotes
538 3.201542177437042 -0.733884 -23.0948 8 17 13 0.93 0.42 0.56 0.62 - no geometry warning; 9 clashes; 2 protein clashes; high strain Δ 30.7 Open pose
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Drug Similarity

Shared structural fragments with approved drugs — based on faircheckmol profile fingerprint.
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Structural Profile Fingerprint

Named-bit fingerprint from curated SMARTS patterns. Each bit = one chemical pattern.

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ADMET Profile

Computed from structure using RDKit. Indicative only — not a substitute for experimental data.

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3D Conformer

ETKDGv3 conformer generation with UFF minimisation. Rendered with 3Dmol.js.

Open receptor–ligand complex
This docking hit has a stored pose-level complex analysis page with clickable hydrogen bonds, π–π contacts, hydrophobic contacts, and clash inspection.
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